Reading...
Play button
Play button
Use LEFT and RIGHT arrow keys to navigate between flashcards;
Use UP and DOWN arrow keys to flip the card;
H to show hint;
A reads text to speech;
49 Cards in this Set
- Front
- Back
|
solvent for SN2 and BH3 and mercuration reactions
|
THF
|
|
|
to add 2 carbons and O (at the end of carbon chain)
|
Epoxide
(with grignard, Li or MgBr) |
|
|
to add 3 carbons and O (tetrahedral shaped)
|
Carbonyl
(with grignard, Li or MgBr) |
|
|
to brominate at a tertiary or secondary carbon
|
Br2, hv
|
|
|
to convert a carbonyl to an alcohol
|
H2, Pd/C
|
|
|
to convert a R-C=C-R into a double alcohol (one wedged, one dashed)
|
MCPBA
(in CH2Cl2 solvent) (with H+/H2O) |
|
|
to convert alcohol (with halogen anti-periplanar to OH group) to epoxide
|
OH-
|
|
|
to convert alcohol into carbonyl (C-OH → C=O)
|
PCC (in CH2Cl2 solvent)
|
|
|
to convert alcohol into carbonyl (C-OH → C=O)
|
Na2Cr2O7 (with H2SO4)
|
|
|
to convert alcohol into haloalkane
|
R-OH → R-X
R Br Cl I 1,2 PBr3 SOCl2 PI2 3 HBr HCl HI |
|
|
to deprotonate alcohol
|
NaH or EtO-
|
|
|
To convert alkene alcohol to carbonyl
|
Tautomerization
|
|
|
to convert alkene into alcohol with halogen (on opposite sides, one wedged one dash)
|
Cl2 (with H2O)
|
|
|
to convert alkene into carbonyl
|
O3 (with Me2S)
|
|
|
to convert alkene to alcohol (markovnikov)
|
H+ (from acid)
(with H2O) |
|
|
to convert alkene to alcohol
|
Hg(O=OCCH3)2
(with H2O, NaBH4, NaOH (solvent), H2O workup) |
|
|
to convert alkene to alcohol
to convert alkyne to alkene alcohol (ANTI MARKOVNIKOV, syn addition) |
BH3 (in THF solvent)
(with H2O2, OH-) |
|
|
to convert alkene to alcohol (with halogen) (markovnikov)
|
RCO3H (in CH2Cl2 solvent) (with X-, H2O)
|
|
|
to convert alkene to alcohol (with halogen) (anti markovnikov)
|
RCO3H (in CH2Cl2 solvent)
(with HX) |
|
|
to convert alkene to alkane
|
H2, Pt
|
|
|
to convert alkene to an epoxide
|
MCPBA
(in CH2Cl2 solvent) |
|
|
to convert alkene to anti double alcohol
|
MCPBA --> H2O
RCO3H (in CH2Cl2 solvent) (with H+, H2O, or OH-) |
|
|
to convert alkene to double haloalkane (adds on opposite side (one wedge, one anti)
|
Cl2 (with CCl4)
|
|
|
to convert alkene to halalkane (Markovnikov)
|
concentrated HX
|
|
|
to convert alkene to syn double alcohol
|
kMnO4 (with H2O)
|
|
|
to convert alkene to syn double alcohol
|
OsO4 (with H2S)
|
|
|
to convert alkyne to trans alkene
|
Na (with NH3)
|
|
|
to convert alkyne to cis alkene
|
H2, Lindlar
|
|
|
to convert alkyne to alkene halogen
|
concentrated HX (X on non terminal)
|
|
|
to convert alkyne to double halogenated alkene (cis)
|
Br2
|
|
|
to convert alkyne to longer alkyne alcohol
|
RLi (in THF solvent)
(with epoxide and H2O) |
|
|
to convert carbonyl to alcohol
(reduction) |
LiAlH4
(with aprotic solvent [ether] and H2O) |
|
|
to convert carbonyl to alcohol (reduction)
|
NaBH4
(with EtOH solvent) |
|
|
To convert double haloalkane to alkyne
|
Na (with NH3)
|
|
|
to convert epoxide to alcohol
|
concentrated HX (attaches to MOST hindered base of epoxide)
|
|
|
to convert epoxide to alcohol
|
nucleophile (attaches to least hindered base of epoxide)
|
|
|
to convert haloalkane to alkene
|
strong base or reagent (e1, e2, etc.)
|
|
|
to convert haloalkane to thiol
|
SH-
|
|
|
to convert tertiary alcohol to alkene
|
concentrated H2SO4
|
|
|
to make a haloalkane form an alcohol
|
primary: pbr3, socl2, pi2
secondary: pbr3, socl2, pi2 tertiary: hbr, hcl, hi |
|
|
to convert alkene to oxacyclopropane
|
CH2I2/Cu
|
|
|
to attach Br one single bond away from an alkene double bond
|
NBS
|
|
|
1050-1100
|
C-O
|
|
|
2700-2900
|
O-C-H
|
|
|
915-995
|
terminal alkene
|
|
|
2900
|
C-H (sp3 hybridized)
|
|
|
2100-2260
|
C---C (alkyne)
|
|
|
1680-1640
|
alkene (C=C)
|
|
|
3020-3100
|
=C-H
|
